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Ask HN: I’m Lost. Help?

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Ask HN: I’m Lost. Help?

#1
Hi HN, long time reader and commenter, using a throwaway for fairly obvious reasons.

Context: Grew up (very) poor, but in a loving family. I’ve been a programmer since I was a kid, went to a top3 CS school, worked at banks, large tech companies, and in the intelligence community for a few years. I founded a company, raised, ran it for about a decade, and sold it just before the pandemic (good timing).

The acquirer was a shitshow, and the two years I was there was a massive mess, especially during the pandemic. The transition from in-office work to remote work was also hard, as I’m definitely an extrovert and missed… people. Granted, remote isn’t the same as “forced to stay home and everything is closed due to the pandemic” but still.

So now it’s been a year since I left the acquirer, and I feel … lost. I was definitely burnt out both by the startup (cofounder issues) and by the acquirer (see earlier description of it being a poorly run shitshow), but I find myself passionless and sad.

I have an incredible wife, great home, etc., and generally am happy with life most of the time, but I’m having really bad trouble figuring out what I want to do, even though seemingly every option is available - starting something, finding a job, etc. I’ve spent this year getting married and then traveling, which was fantastic, and I definitely feel less burnt out - but how do you get to the point where you find a passion again?

Is this something anyone else has faced? It feels hard to talk about with friends because it can come off as bragging; financially, I’m well set, and I love my family / relationship and my friends, so it almost feels unfair for me to be passionless and lacking the desire to do… anything.

How do I get back to who I was, in terms of feeling driven to solve problems and make impact? I feel like I’ve lost who I once was and don’t know how to get it back.

Open to any and all advice, and happy holidays. Thanks for reading my missive. <3

Re: Ask HN: I’m Lost. Help?

#2
I haven't been so successful like you at business, and faced same situation of lack of passion. I realized that in order to be passionated again, I should try new things. I found new niches like listen audiobooks, hobby rc cars, life optimization, learn new web frameworks... And feeling really passionate about some of them right now. Sometimes you have to be open minded and just try new activities. It helped me a lot.

Re: Ask HN: I’m Lost. Help?

#7
It seems like you've 'made it', so why aren't you taking a step back to gain some perspective and try out things you haven't been able to?

Also, make peace with the fact you won't be able to get a drive similar to your youth due to the amount of responsibilities you have now. I've accepted that, and you're likely financially better off than me.

Re: Ask HN: I’m Lost. Help?

#8
> How do I get back to who I was, in terms of feeling driven to solve problems and make impact? I feel like I’ve lost who I once was and don’t know how to get it back.

This is an interesting statement. I feel the same, but I wonder how much of the optimism and motivation I had in my 20s was unfounded and naive, stemming from a lack of experience. Having seen stuff play out multiple cycles has made me more pessimistic (realistic?) This makes it harder to become motivated, at least about technology. I guess that's a good thing to some extent, but it's also sad that I can't go back to that old naive self who blissfully worked on stuff without questioning. I think you need to deal with the fact that you can't go back to that old self because you have more knowledge that inhibits the naive optimism.

Maybe try something other than technology? How about working out? Playing an instrument? Art?

Re: Ask HN: I’m Lost. Help?

#9
Yeah I felt the same way about 18 months ago. I took a contract gig (hybrid) that pays well, lets me pick up some new skills, but limits me to 40 hours a week, isn't that hard and I'm not emotionally invested since I don't even work for the company.

It's been a nice way to get some space and figure out what I actually want

Re: Ask HN: I’m Lost. Help?

#10
post #7

It seems like you've 'made it', so why aren't you taking a step back to gain some perspective and try out things you haven't been able to? Also, make peace with the fact you won't be able to get a drive similar to your youth due to the amount of responsibilities you have now. I've accepted that, and you're likely financially better off than me.

I am trying to take that step back, actually. I’d never really traveled, so I made that largely my focus this year. That was great.

I guess I’m referring to it from a work perspective; without moving to a different state/country (which is a possibility but my family is all here) I can’t retire where I’m at now given what I have. Moreover, I’m not even sure what “retirement” means; I feel like I’ll have the same feeling I have now, without knowing what drives me.

I guess I’m missing my “drive” or “mission” I once had; is that a thing you lose from youth? I’m 35, so not exactly old, but I’m not 22 anymore either.

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